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Home > Encyclopedia > 7α-Hydroxy-4-cholesten-3-one

7α-Hydroxy-4-cholesten-3-one

7α-Hydroxy-4-cholesten-3-one structure

7α-Hydroxy-4-cholesten-3-one 

structure
  • CAS No:

    3862-25-7

  • Formula:

    C27H44O2

  • Chemical Name:

    7α-Hydroxy-4-cholesten-3-one

  • Synonyms:

    Cholest-4-en-3-one,7-hydroxy-,(7α)-;Cholest-4-en-3-one,7α-hydroxy-;(7α)-7-Hydroxycholest-4-en-3-one;7α-Hydroxycholest-4-en-3-one;7α-Hydroxy-4-cholesten-3-one

Description

7α-Hydroxy-4-cholesten-3-one is an intermediate in synthesis of bile acids from cholesterol. 7α-Hydroxy-4-cholesten-3-one is a pregnane X receptor (PXR) agonist. 7α-Hydroxy-cholest-4-en-3-one is a biomarker for bile acid loss, irritable bowel syndrome, and other diseases associated with defective bile acid biosynthesis. 7α-Hydroxy-cholest-4-en-3-one is the physiological substrate for CYP8B1[1][2].


Solid


7alpha-hydroxycholest-4-en-3-one is a cholestanoid consisting of a cholesterol core having an oxo group at the 3-position, a C=C bond at the 4,5-position and an alpha-hydroxy group at the 7-position. It has a role as a human metabolite and a mouse metabolite. It is a 7alpha-hydroxy steroid, a cholestanoid and a 3-oxo-Delta(4) steroid.

7α-Hydroxy-4-cholesten-3-one Basic Attributes

400.63700

400.64

DTXSID10191938

Characteristics

37.30000

6.56770

Solid

1.03g/cm3

181-182 °C

516.7ºC at 760 mmHg

218.5ºC

1.53

Drug Information

7 alpha-hydroxy-4-cholesten-3-one

7α-Hydroxy-4-cholesten-3-one Use and Manufacturing

Uses

7α-Hydroxy-4-cholesten-3-one is a metabolite of Cholesterol (C432501).

Lipids -> Sterol Lipids [ST] -> Bile acids and derivatives [ST04] -> C27 bile acids, alcohols, and derivatives [ST0403]

Computed Properties

Molecular Weight:400.6
XLogP3:7.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:400.334130642
Monoisotopic Mass:400.334130642
Topological Polar Surface Area:37.3
Heavy Atom Count:29
Complexity:663
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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